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Weekend 1099 Delivery Jobs in Springfield, MA (NOW HIRING)

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Independent Contractor Cargo Van Driver (1099)

Chicopee, MA · On-site

$16.75 - $21/hr

Independent Contractor Cargo Van Driver (1099) Expedited Freight • Regional & Long-Distance ... Maintain accurate electronic logs, proof-of-delivery documentation, and shipment records.

Delivery Driver

Agawam, MA · On-site

$15 - $25/hr

Must be willing to work until 1am weekdays and 2 am weekends. We are specifically looking for ... Deliver our products to our customers * Provide excellent customer service and leave a great ...

Must be willing to work until 1am weekdays and 2 am weekends. We are specifically looking for ... Deliver our products to our customers * Provide excellent customer service and leave a great ...

Delivery Driver

Amherst, MA · On-site

$20/hr

At Papa Johns, our delivery drivers aren't just employees. They're the face of our brand, the ... weekends, you pick what works. Whether you need full-time hours or a flexible side gig, we build ...

Delivery Driver

Holyoke, MA · On-site

$20/hr

At Papa Johns, our delivery drivers aren't just employees. They're the face of our brand, the ... weekends, you pick what works. Whether you need full-time hours or a flexible side gig, we build ...

Store Delivery Driver

Enfield, CT · On-site

$17 - $21.25/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students, retirees, or anyone looking for part-time or full-time delivery driving opportunities * Candidates ...

Store Delivery Driver

Springfield, MA · On-site

$16.75 - $21/hr

People seeking flexible work schedules, including evenings, weekends, or holidays * Students, retirees, or anyone looking for part-time or full-time delivery driving opportunities * Candidates ...

Delivery Driver

Northampton, MA · On-site

$20 - $30/hr

Participates in night and weekend on-call schedule. * Primes furnaces for customers who are out of ... Delivery drivers must be at least 21 years of age. At least one year of previous truck driving ...

Participates in night and weekend on-call schedule. * Primes furnaces for customers who are out of ... Delivery drivers must be at least 21 years of age. At least one year of previous truck driving ...

Participates in night and weekend on-call schedule. * Primes furnaces for customers who are out of ... Delivery drivers must be at least 21 years of age. At least one year of previous truck driving ...

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Weekend 1099 Delivery information

See Springfield, MA salary details

$8

$18

$25

How much do weekend 1099 delivery jobs pay per hour?

As of Jul 27, 2026, the average hourly pay for weekend 1099 delivery in Springfield, MA is $18.39, according to ZipRecruiter salary data. Most workers in this role earn between $16.06 and $20.14 per hour, depending on experience, location, and employer.

What are some common challenges faced by Weekend 1099 Delivery drivers, and how can they be managed?

Weekend 1099 Delivery drivers often encounter challenges such as unpredictable traffic patterns, increased delivery volumes during peak hours, and the need to efficiently navigate unfamiliar routes. Since drivers are independent contractors, managing time and planning routes effectively is crucial to maximize earnings and complete deliveries on schedule. Building strong communication with dispatchers and using route optimization tools can help mitigate these issues and ensure a smooth delivery experience.

What is the difference between Weekend 1099 Delivery vs Weekend 1099 Package Handler?

AspectWeekend 1099 DeliveryWeekend 1099 Package Handler
CredentialsValid driver’s license, vehicle insuranceNone specific, physical ability required
Work EnvironmentOn the road, customer homes, businessesWarehouse, sorting facilities
Employer & IndustryDelivery service companies, logisticsShipping carriers, fulfillment centers

Weekend 1099 Delivery involves driving and delivering packages directly to customers, requiring a vehicle and driving credentials. In contrast, Weekend 1099 Package Handlers work in warehouses, focusing on sorting and preparing packages for shipment. Both roles are gig-based, independent contractor positions within the logistics industry, but they differ in work environment and daily tasks.

What are the key skills and qualifications needed to thrive as a Weekend 1099 Delivery driver, and why are they important?

To excel as a Weekend 1099 Delivery driver, you generally need a valid driver’s license, a clean driving record, and reliable transportation. Familiarity with GPS navigation systems, route optimization apps, and sometimes smartphone delivery platforms is typically required. Strong time management, customer service orientation, and the ability to work independently help drivers stand out in this role. These skills ensure timely, accurate deliveries and positive customer experiences, which are critical for success and repeat business.

What are Weekend 1099 Delivery jobs?

Weekend 1099 Delivery jobs are positions where individuals work as independent contractors (not employees) to deliver goods, packages, or food during weekends. The '1099' refers to the IRS tax form used to report earnings for independent contractors in the United States. These roles offer flexibility, allowing workers to choose their hours and routes, but they are responsible for their own taxes and expenses. Common employers include courier services, food delivery apps, and retail companies. Weekend work is popular for those seeking extra income or flexible schedules.
What job categories do people searching Weekend 1099 Delivery jobs in Springfield, MA look for? The top searched job categories for Weekend 1099 Delivery jobs in Springfield, MA are:
What cities near Springfield, MA are hiring for Weekend 1099 Delivery jobs? Cities near Springfield, MA with the most Weekend 1099 Delivery job openings:
Catering Delivery Driver - High Pay Per Delivery - Instant Payouts - Choose Your Routes

Catering Delivery Driver - High Pay Per Delivery - Instant Payouts - Choose Your Routes

Expedite

Hartford, CT

$17 - $21.25/hr

Full-time

Posted 6 days ago


Job description

Independent Contractor Opportunity – Catering Delivery Services This is a 1099 independent contractor opportunity. You are not an employee. You operate as a self-employed individual and choose which delivery offers to accept. What This Is: We connect independent contractors with catering delivery opportunities. These are high-value orders—typically large catering orders going to offices, events, and businesses. Fewer stops, bigger orders, higher payouts per delivery compared to standard food delivery. How It Works: You receive delivery offers through our platform. Each offer shows the exact payout (including any tip) before you decide whether to accept. You are free to accept or decline any offer. Most deliveries occur on weekdays during business hours, with the highest volume around lunch time. Routes are available throughout the day and evening. What You Earn: Approximately $40 per completed delivery. Payment is made instantly after you complete each delivery using the Expedite Visa Pay Card. No waiting for weekly deposits or bank processing delays. What Makes This Different: Complete transparency on every offer—you see your earnings upfront. Instant access to your money after each completed delivery, including weekends and holidays. Live support available by phone or text when you need assistance. Our team understands catering delivery and can help resolve issues quickly. Requirements: Reliable insulated catering bags capable of transporting large orders. Valid driver's license and auto insurance. Dependable vehicle. Smartphone to receive and manage delivery offers. Ability to handle large or multiple-item orders professionally and on time. This opportunity suits independent contractors who want predictable, higher-paying deliveries with transparent terms and immediate payment. You control your schedule and decide which routes to accept.